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- W2008839097 abstract "Free radical addition of an F-alkyl iodide (RFI) to an alkenol or ester, followed by appropriate reduction is an efficient method for preparing the corresponding F-alkyl-alkanols of the homologous series, RF(CH2)n−OH. When n = 2,4 or higher, the two steps take place smoothly. The 1,2,3-substituted systems RFCH2CHYCH2Z, however, are susceptible to surprising difficulties. Reduction of RFCH2CHICH2ON to RF(CH2)3OH by hydrogen and catalyst (strong base acid acceptor), can be done either in one step or via RFCHCHCH2OH; however, dehydrohalogenation may also give the epoxide, and reduction in this case leads to the secondary alcohol, RFCH2CH(CH3)OH. By contrast, reduction of RFCH2CHICH2OAc by tributyltin hydride or with hydrogen over palladium (diethylamine acid acceptor) goes smoothly. Zinc and acid reduction of RFCH2CHICH2OAc gives elimination to RFCH2CHCH2; even RFCHCICH2OH gives RFCHCCH2 besides RFCHCHCH2OH. RFCHCICH2CH2OH, however, with zinc and acid is reduced cleanly to RFCHCHCH2CH2OH." @default.
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- W2008839097 date "1982-05-01" @default.
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- W2008839097 title "Some approaches to the synthesis of fluorinated alcohols and esters. II. Use of F-alkyl iodides for the synthesis of F-alkyl alkanols" @default.
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- W2008839097 doi "https://doi.org/10.1016/s0022-1139(00)82223-x" @default.
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